5-[1-(Methylsulfonyl)-4-piperidyloxy]-3-nitroimidazo[1,2-a]pyridine → 3-Amino-5-[1-(methylsulfonyl)-4-piperidyloxy]imidazo[1,2-a]pyridine

HRID 1081748ノート

反応式

HRID 1081748 の反応式
[CH3:1][S:2]([N:5]1[CH2:10][CH2:9][CH:8]([O:11][C:12]2[N:17]3[C:18]([N+:21]([O-])=O)=[CH:19][N:20]=[C:16]3[CH:15]=[CH:14][CH:13]=2)[CH2:7][CH2:6]1)(=[O:4])=[O:3]>C(Cl)Cl.[H][H].[C].[Pd]>[NH2:21][C:18]1[N:17]2[C:12]([O:11][CH:8]3[CH2:9][CH2:10][N:5]([S:2]([CH3:1])(=[O:4])=[O:3])[CH2:6][CH2:7]3)=[CH:13][CH:14]=[CH:15][C:16]2=[N:20][CH:19]=1

参加物

5

反応物 1

HCID 233629815-[1-(Methylsulfonyl)-4-piperidyloxy]-3-nitroimidazo[1,2-a]pyridine

生成物 1

HCID 233629073-Amino-5-[1-(methylsulfonyl)-4-piperidyloxy]imidazo[1,2-a]pyridine収率 132.6%

試薬・触媒・溶媒 3

HCID 178418390HCID 178418390、化合物触媒HCID 6344Dichloromethane溶媒HCID 178418361HCID 178418361、化合物溶媒

実験手順

To a solution of 5-[1-(methylsulfonyl)-4-piperidyloxy]-3-nitroimidazo[1,2-a]pyridine (70 mg, 0.226 mmole) in methylene chloride (10 ml) was added 10% palladium-carbon (50 ml) and the mixture was stirred in hydrogen atmosphere at room temperature for 1.5 hours. After the reaction mixture was treated with Cellite, the solvent was distilled off. To the residue was added chloroform, which was washed in turn with an aqueous saturated sodium bicarbonate solution and water and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography [eluent:chloroform/methanol (15:1)] to obtain 93 mg of the desired product (30.0%, brown oily product).

後処理

  1. additionAfter the reaction mixture was treated with Cellite
  2. distillationthe solvent was distilled off
  3. additionTo the residue was added chloroform, which
  4. washwas washed in turn with an aqueous saturated sodium bicarbonate solution and water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationAfter the solvent was distilled off
  7. customthe residue was purified by column chromatography [eluent:chloroform/methanol (15:1)]

出典と根拠

ORDレコード
ord-75165a87994d41babee1adb05896e3a5
出典データセット
uspto-grants-1996_12
特許番号
US05587383

反応ノート

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